Instructors
Taught by drivers who’ve run the miles.
You can’t teach the road from a whiteboard. At Trucking Life Academy, you learn from people who’ve actually done the job — starting with the founder.
Placeholder: Photo of Shawn coming soon
Founder & lead instructor
Shawn Gresham
Shawn Gresham has spent 17 years behind the wheel of a Class A truck — with zero violations to show for it. That clean record isn’t luck; it’s the product of doing the job right, mile after mile, year after year.
As a CDL instructor and driver trainer, Shawn founded Trucking Life Academy to pass that experience down the way it should be handed down — straight, practical, and on the driver’s side. The mission is simple: drivers helping drivers.
Beyond the Academy, Shawn shares free trucking knowledge with drivers across the country through Trucking Life with Shawn — the same voice, the same honesty, whether you’re enrolled or just getting started.
Teaching philosophy
Real accountability, no shortcuts
Corporate CDL mills are measured by how fast they can push students through. Trucking Life Academy is measured by whether you’re genuinely ready for the road. That means honest feedback, real seat time, and instructors who’ve carried the responsibility of an 80,000-pound truck themselves — and who treat your success like it’s their own.
The team
More instructors, same standard
As the Academy grows, additional instructor bios will be added here — each one a real driver held to the same bar. Placeholder: Additional instructor profiles coming soon
Frequently asked questions
Who teaches at Trucking Life Academy?
The school is founded and led by Shawn Gresham, a Class A driver with 17 years on the road, zero violations, and experience as a CDL instructor and driver trainer. Instruction comes from working drivers, not classroom-only trainers.
What makes the instruction different?
Everything is taught from the seat of real experience. The mission is drivers helping drivers — practical, road-tested guidance that prepares you for the job, not just the test.
Are there other instructors?
Additional instructor bios will be added here as the team grows. Every instructor is held to the same standard: real driving experience and a driver-first approach.
Learn from a driver who’s been there
Drivers helping drivers — that’s the whole idea. Start your application, help fund a seat, or get your questions answered.